2,2,2-Trifluoroethanol → CH2=C(CF3)CF2Och2CF3

HRID 492272Notes

Reaction equation

HRID 492272 reaction equation
C(N(CCCC)CCCC)CCC.[F:14][C:15]([F:19])([F:18])[CH2:16][OH:17].[CH2:20]=[C:21]([C:26](OS(F)(=O)=O)([F:28])[F:27])[C:22]([F:25])([F:24])[F:23]>COCCOCCOC>[CH2:20]=[C:21]([C:26]([O:17][CH2:16][C:15]([F:19])([F:18])[F:14])([F:28])[F:27])[C:22]([F:25])([F:24])[F:23]

Participants

5

Reactant 3

HCID 64092,2,2-TrifluoroethanolHCID 7622TributylamineHCID 87741755CH2=C(CF3)CF2Oso2F

Product 1

HCID 85887659CH2=C(CF3)CF2Och2CF3Yield 30%

Reagents, catalysts & solvents 1

HCID 8150DiglymeSolvent

Procedure

A 100 ml flask is charged with tributylamine (15 g), diglyme (20 ml) in a dry box. 2,2,2-Trifluoroethanol (8.05 g) is added to the mixture. CH2═C(CF3)CF2OSO2F (19.5 g) is added dropwise while the mixture is cooled in an ice-water bath. The resulting mixture is stirred at room temperature for 3 hours. The mixture is then distilled to give a liquid, which is redistilled (spinning band column) giving 5.8 g CH2═C(CF3)CF2OCH2CF3, b.pt. 85-86° C., a yield of 30%. Less pure fractions are not included in the yield calculation.

Workup

  1. temperatureis cooled in an ice-water bath
  2. distillationThe mixture is then distilled
  3. customto give a liquid, which
  4. distillationis redistilled (spinning band column)

Sources & evidence

ORD record
ord-29061fff52f645fda0d950a48120b2ac
Source dataset
uspto-grants-2009_05
Patent number
US07531689B2

Reaction notes

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